Driving with an expired license is dangerous and should be avoided at all costs. If the police pull you over, you will be fined upwards of $325 and could lose some demerit points. You may also be asked to have someone pick you and your car up since you are technically unauthorized to drive. Often, however, you will be given the opportunity to go directly to a registry to update your license.
If you find yourself charged with driving with an expired license, your best bet is to renew your license as soon as possible. Doing so will not only show your insurance company that you reacted in a timely fashion to the offense, but it will also help you if you decide to challenge the ticket in court. Challenging the ticket in court can be helpful since if the ticket sticks, you may see an increase in your insurance premiums.
It is extremely important to avoid driving with an expired license since your insurance company may not be obliged to cover your costs in the event that you get into an accident. You could be stuck with legal and medical fees, and be on the hook for paying for damage to your vehicle. It is simply not worth the risk. Have a friend drive you to the registry and get it taken care of immediately.